# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 18 12:51:57 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 4-[(6-fluoropyridin-2-yl)sulfamoyl]benzene-1-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1ccc(cc1)[S](=O)(=O)Nc2cccc(F)n2
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 NLS  NLS  '4-[(6-fluoropyridin-2-yl)sulfamoyl]benzene-1-sulfonic acid'  ligand  30  21  .  2021-08-15  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NLS
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 NLS  N12   N  NC1   0  -0.854   2.5769   1.2407   0.6216
 NLS  C13   C  CR6   0   0.582   2.8642  -0.1114   0.6752
 NLS  C15   C  CR16  0  -0.130   3.8939  -1.9766   1.7159
 NLS  C17   C  CR6   0   0.585   2.6084  -2.1512  -0.2366
 NLS  C20   C  CR16  0  -0.192  -0.4079   0.3452  -1.2867
 NLS  C21   C  CR16  0  -0.215  -1.6719  -0.2015  -1.1361
 NLS  C05   C  CR6   0  -0.218  -2.4410   0.1739  -0.0456
 NLS  C06   C  CR16  0  -0.214  -1.9886   1.0875   0.8954
 NLS  C07   C  CR16  0  -0.210  -0.7288   1.6396   0.7391
 NLS  C08   C  CR6   0  -0.186   0.0453   1.2563  -0.3471
 NLS  C14   C  CR16  0  -0.385   3.6495  -0.6155   1.7099
 NLS  C16   C  CR16  0  -0.477   3.3677  -2.7906   0.7207
 NLS  F18   F  F     0  -0.295   2.0680  -2.8663  -1.2234
 NLS  N19   N  N     0  -0.479   2.3528  -0.8720  -0.2790
 NLS  O01   O  OS    0  -0.630  -4.8729   0.3371   0.9627
 NLS  O03   O  OS    0  -0.630  -4.5506  -0.9560  -1.1458
 NLS  O10   O  OS    0  -0.641   1.5875   3.3663  -0.0909
 NLS  O11   O  OS    0  -0.618   2.1482   1.6728  -1.8564
 NLS  S09   S  S     0   1.402   1.6530   1.9865  -0.5344
 NLS  H121  H  HNC1  0   0.447   2.8738   1.8347   1.3856
 NLS  H151  H  HCR6  0   0.291   4.4981  -2.4098   2.5012
 NLS  H201  H  HCR6  0   0.299   0.2051   0.0550  -2.1267
 NLS  H211  H  HCR6  0   0.303  -2.0392  -0.9063  -1.8689
 NLS  H061  H  HCR6  0   0.303  -2.6011   1.3829   1.7357
 NLS  H071  H  HCR6  0   0.305  -0.3701   2.3580   1.4635
 NLS  H141  H  HCR6  0   0.290   4.0523   0.0331   2.4752
 NLS  H161  H  HCR6  0   0.291   3.5408  -3.8564   0.6937
 NLS  O1    O  OS    0  -0.712  -3.6104  -1.8079   0.9961
 NLS  H1    H  H     0   0.509  -4.3709  -2.3754   1.2173
 NLS  S02   S  S     0   1.478  -4.0514  -0.5301   0.1447

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 NLS  C14  C15   aromatic  1.383  0.020  1.383
 NLS  C14  C13   aromatic  1.393  0.020  1.393
 NLS  O10  S09   double    1.451  0.020  1.451
 NLS  N12  C13   single    1.383  0.020  1.383
 NLS  N12  S09   single    1.657  0.020  1.657
 NLS  C15  C16   aromatic  1.389  0.020  1.389
 NLS  C13  N19   aromatic  1.323  0.020  1.323
 NLS  S09  O11   double    1.446  0.020  1.446
 NLS  S09  C08   single    1.776  0.020  1.776
 NLS  C16  C17   aromatic  1.379  0.020  1.379
 NLS  C07  C08   aromatic  1.388  0.020  1.388
 NLS  C07  C06   aromatic  1.384  0.020  1.384
 NLS  N19  C17   aromatic  1.305  0.020  1.305
 NLS  C08  C20   aromatic  1.385  0.020  1.385
 NLS  C17  F18   single    1.333  0.020  1.333
 NLS  C06  C05   aromatic  1.387  0.020  1.387
 NLS  C20  C21   aromatic  1.385  0.020  1.385
 NLS  C05  C21   aromatic  1.386  0.020  1.386
 NLS  C05  S02   single    1.768  0.020  1.768
 NLS  O01  S02   double    1.448  0.020  1.448
 NLS  S02  O03   double    1.448  0.020  1.448
 NLS  N12  H121  single    0.860  0.020  1.020
 NLS  C15  H151  single    0.930  0.020  1.080
 NLS  C20  H201  single    0.930  0.020  1.080
 NLS  C21  H211  single    0.930  0.020  1.080
 NLS  C06  H061  single    0.930  0.020  1.080
 NLS  C07  H071  single    0.930  0.020  1.080
 NLS  C14  H141  single    0.930  0.020  1.080
 NLS  C16  H161  single    0.930  0.020  1.080
 NLS  S02  O1    single    1.598  0.020  1.598
 NLS  O1   H1    single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 NLS  H121  N12  S09  115.21  3.000
 NLS  H121  N12  C13  118.91  3.000
 NLS  S09   N12  C13  125.64  3.000
 NLS  N19   C13  C14  123.05  3.000
 NLS  N19   C13  N12  116.98  3.000
 NLS  C14   C13  N12  119.97  3.000
 NLS  H151  C15  C16  119.81  3.000
 NLS  H151  C15  C14  119.75  3.000
 NLS  C16   C15  C14  120.44  3.000
 NLS  N19   C17  F18  114.98  3.000
 NLS  F18   C17  C16  119.24  3.000
 NLS  N19   C17  C16  125.79  3.000
 NLS  H201  C20  C08  121.25  3.000
 NLS  H201  C20  C21  119.77  3.000
 NLS  C08   C20  C21  118.97  3.000
 NLS  H211  C21  C05  121.42  3.000
 NLS  H211  C21  C20  119.57  3.000
 NLS  C05   C21  C20  119.00  3.000
 NLS  S02   C05  C06  119.09  3.000
 NLS  S02   C05  C21  118.83  3.000
 NLS  C06   C05  C21  122.07  3.000
 NLS  H061  C06  C07  119.63  3.000
 NLS  H061  C06  C05  121.50  3.000
 NLS  C07   C06  C05  118.87  3.000
 NLS  H071  C07  C08  121.51  3.000
 NLS  H071  C07  C06  119.42  3.000
 NLS  C08   C07  C06  119.07  3.000
 NLS  S09   C08  C07  118.30  3.000
 NLS  C07   C08  C20  122.01  3.000
 NLS  S09   C08  C20  119.68  3.000
 NLS  H141  C14  C15  121.44  3.000
 NLS  H141  C14  C13  121.24  3.000
 NLS  C15   C14  C13  117.32  3.000
 NLS  H161  C16  C17  121.89  3.000
 NLS  H161  C16  C15  122.37  3.000
 NLS  C17   C16  C15  115.74  3.000
 NLS  C17   N19  C13  117.66  3.000
 NLS  O11   S09  O10  120.08  3.000
 NLS  O11   S09  C08  108.50  3.000
 NLS  O10   S09  C08  108.54  3.000
 NLS  C08   S09  N12  104.25  3.000
 NLS  O11   S09  N12  110.43  3.000
 NLS  O10   S09  N12  103.88  3.000
 NLS  H1    O1   S02  111.80  3.000
 NLS  O1    S02  O03  109.57  3.000
 NLS  O1    S02  O01  109.55  3.000
 NLS  O03   S02  O01  118.96  3.000
 NLS  O1    S02  C05   97.15  3.000
 NLS  O03   S02  C05  109.59  3.000
 NLS  O01   S02  C05  109.83  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 NLS  CONST_01  C16   C15  C14  C13     0.00   0.0  0
 NLS  CONST_02  C16   C17  N19  C13     0.00   0.0  0
 NLS  CONST_03  N19   C13  C14  C15     0.00   0.0  0
 NLS  CONST_04  N19   C17  C16  C15     0.00   0.0  0
 NLS  CONST_05  C14   C15  C16  C17     0.00   0.0  0
 NLS  CONST_06  C14   C13  N19  C17     0.00   0.0  0
 NLS  CONST_07  C06   C07  C08  C20     0.00   0.0  0
 NLS  CONST_08  C06   C05  C21  C20     0.00   0.0  0
 NLS  CONST_09  C07   C08  C20  C21     0.00   0.0  0
 NLS  CONST_10  C07   C06  C05  C21     0.00   0.0  0
 NLS  CONST_11  C08   C07  C06  C05     0.00   0.0  0
 NLS  CONST_12  C08   C20  C21  C05     0.00   0.0  0
 NLS  CONST_13  C15   C14  C13  N12   180.00   0.0  0
 NLS  CONST_14  C17   N19  C13  N12   180.00   0.0  0
 NLS  CONST_15  F18   C17  N19  C13   180.00   0.0  0
 NLS  CONST_16  F18   C17  C16  C15   180.00   0.0  0
 NLS  CONST_17  S02   C05  C21  C20   180.00   0.0  0
 NLS  CONST_18  S09   C08  C20  C21   180.00   0.0  0
 NLS  CONST_19  S09   C08  C07  C06   180.00   0.0  0
 NLS  CONST_20  S02   C05  C06  C07   180.00   0.0  0
 NLS  CONST_21  H151  C15  C14  C13   180.00   0.0  0
 NLS  CONST_22  H071  C07  C08  C20   180.00   0.0  0
 NLS  CONST_23  H061  C06  C05  C21   180.00   0.0  0
 NLS  CONST_24  H201  C20  C21  C05   180.00   0.0  0
 NLS  CONST_25  H211  C21  C05  C06   180.00   0.0  0
 NLS  CONST_26  H161  C16  C15  C14   180.00   0.0  0
 NLS  CONST_27  H141  C14  C15  C16   180.00   0.0  0
 NLS  CONST_28  S09   N12  C13  C14   180.00   0.0  0
 NLS  CONST_29  S09   N12  C13  N19     0.00   0.0  0
 NLS  CONST_30  H121  N12  C13  C14     0.00   0.0  0
 NLS  Var_01    C07   C08  S09  N12    74.55  30.0  2
 NLS  Var_02    C08   S09  N12  C13    62.68  30.0  3
 NLS  Var_03    O01   S02  C05  C21  -156.89  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 NLS  plan-1  C20   0.020
 NLS  plan-1  C21   0.020
 NLS  plan-1  C05   0.020
 NLS  plan-1  C06   0.020
 NLS  plan-1  C07   0.020
 NLS  plan-1  C08   0.020
 NLS  plan-1  S09   0.020
 NLS  plan-1  H201  0.020
 NLS  plan-1  H211  0.020
 NLS  plan-1  H061  0.020
 NLS  plan-1  H071  0.020
 NLS  plan-1  S02   0.020
 NLS  plan-2  N12   0.020
 NLS  plan-2  C13   0.020
 NLS  plan-2  C15   0.020
 NLS  plan-2  C17   0.020
 NLS  plan-2  C14   0.020
 NLS  plan-2  C16   0.020
 NLS  plan-2  F18   0.020
 NLS  plan-2  N19   0.020
 NLS  plan-2  H151  0.020
 NLS  plan-2  H141  0.020
 NLS  plan-2  H161  0.020
 NLS  plan-3  N12   0.020
 NLS  plan-3  C13   0.020
 NLS  plan-3  S09   0.020
 NLS  plan-3  H121  0.020

